Crystal structure of pharmaceutical cocrystals of 2,6-diaminopyridine with piracetam and theophylline.

Acta Crystallogr C Struct Chem

Instituto de Farmacobiología, Universidad de la Cañada, Carretera Teotitlán-San Antonio Nanahuatipan km 1.7 s/n, Teotitlán de Flores Magón, Oaxaca 68540, Mexico.

Published: October 2017

AI Article Synopsis

  • Pharmaceutical cocrystals are created by combining an active pharmaceutical ingredient with a cocrystal former, resulting in unique crystalline solids.
  • Two specific cocrystals studied are 2,6-diaminopyridine-piracetam and 2,6-diaminopyridine-theophylline, both characterized using solvent-assisted grinding and analytical techniques like IR spectroscopy and powder X-ray diffraction.
  • These cocrystals exhibit distinct structural features, including specific hydrogen bonding interactions that lead to unique arrangements, such as one forming a two-dimensional sheet and the other a bidimensional supramolecular array.

Article Abstract

Pharmaceutical cocrystals are crystalline solids formed by an active pharmaceutical ingredient and a cocrystal former. The cocrystals 2,6-diaminopyridine (DAP)-piracetam [PIR; systematic name: 2-(2-oxopyrrolidin-1-yl)acetamide] (1/1), CHN·CHNO, (I), and 2,6-diaminopyridine-theophylline (TEO; systematic name: 1,3-dimethyl-7H-purine-2,6-dione) (1/1), CHN·CHNO, (II), were prepared by the solvent-assisted grinding method and were characterized by IR spectroscopy and powder X-ray diffraction. Cocrystal (I) crystallized in the orthorhombic space group Pbca and showed a 1:1 stoichiometry. The DAP and PIR molecules are linked by an N-H...O hydrogen-bond interaction. Self-assembly of PIR molecules forms a sheet of C(4) and C(7) chains. Cocrystal (II) crystallized in the monoclinic P2/c space group and also showed a 1:1 stoichiometry. The DAP and TEO molecules are connected by N-H...N and N-H...O hydrogen bonds, forming an R(9) heterosynthon. A bidimensional supramolecular array is formed by interlinked DAP-TEO tetramers, producing a two-dimensional sheet.

Download full-text PDF

Source
http://dx.doi.org/10.1107/S205322961701230XDOI Listing

Publication Analysis

Top Keywords

pharmaceutical cocrystals
8
cocrystals 26-diaminopyridine
8
1/1 chn·chno
8
cocrystal crystallized
8
space group
8
stoichiometry dap
8
pir molecules
8
crystal structure
4
structure pharmaceutical
4
26-diaminopyridine piracetam
4

Similar Publications

Stability of Ternary Drug-Drug-Drug Coamorphous Systems Obtained Through Mechanochemistry.

Pharmaceutics

January 2025

Department of Chemical and Pharmaceutical Sciences, University of Trieste, Piazzale Europa 1, 34127 Trieste, Italy.

This study investigates the preparation of coamorphous systems composed entirely of active pharmaceutical ingredients (APIs), namely praziquantel, niclosamide, and mebendazole. The objective was to formulate and characterize binary and ternary coamorphous systems to evaluate their structural, thermal, and stability properties. Ten different mixtures (binary and ternary) were designed through a mixture design approach and prepared using a sustainable, one-step neat grinding process in a lab-scale vibrational mill.

View Article and Find Full Text PDF

Silybin Cocrystals with Improved Solubility and Bioavailability.

Pharmaceuticals (Basel)

January 2025

Pharmaceutical Analytical & Solid-State Chemistry Research Center, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, China.

Silymarin, an extract from milk thistle, is widely recognized for its therapeutic potential in treating liver disorders. However, its clinical utility is limited by the poor solubility and low bioavailability of its key active ingredient, Silybin. In this study, we sought to address this issue through the development of a novel cocrystal of Silyin.

View Article and Find Full Text PDF

Natural products are ligands and in vitro inhibitors of Alzheimer's disease (AD) tau. Dihydromyricetin (DHM) bears chemical similarity to known natural product tau inhibitors. Despite having signature polyphenolic character, DHM is ostensibly hydrophobic owing to intermolecular hydrogen bonds that shield hydrophilic phenols.

View Article and Find Full Text PDF

The main protease (M) of SARS-CoV-2 is a key drug target for the development of antiviral therapeutics. Here, we designed and synthesized a series of small-molecule peptidomimetics with various cysteine-reactive electrophiles. Several compounds were identified as potent SARS-CoV-2 M inhibitors, including compounds (IC = 0.

View Article and Find Full Text PDF

Discovery of a novel exceptionally potent and orally active Nur77 ligand NB1 with a distinct binding mode for cancer therapy.

Acta Pharm Sin B

December 2024

State Key Laboratory of Cellular Stress Biology and Fujian Provincial Key Laboratory of Innovative Drug Target Research, School of Pharmaceutical Science, Xiamen University, Xiamen 361102, China.

The orphan nuclear receptor Nur77 is emerging as an attractive target for cancer therapy, and activating Nur77's non-genotypic anticancer function has demonstrated strong therapeutic potential. However, few Nur77 site B ligands have been identified as excellent anticancer compounds. There are no co-crystal structures of effective anticancer agents at Nur77 site B, which greatly limits the development of novel Nur77 site B ligands.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!